Structure of Thymine Hydroperoxide produced by X-Irradiation

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WEISS et al.1 have shown that X-irradiation of aerated aqueous solutions of nucleic acids, pyrimidine nucleotides or pyrimidine bases gives rise to hydroperoxides. In the case of thymine, they proposed the following possible structures: which are in agreement with previous preliminary results from this laboratory2. As the hydroperoxide produced by X-irradiation of thymine was sufficiently stable to permit isolation, the synthesis of compounds corresponding to formulæ I and II was attempted in order to compare them with the products isolated from X-irradiated thymine solutions. Each of these two compounds can presumably exist in two forms, cis and trans:

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    Ekert, B., and Monier, R., Ann. Inst. Pasteur, 92, 556 (1957).

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EKERT, B., MONIER, R. Structure of Thymine Hydroperoxide produced by X-Irradiation. Nature 184, BA58–BA59 (1959) doi:10.1038/184058a0b

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